U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C6H14N2.4Cl.Pt
Molecular Weight 451.085
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge -4

SHOW SMILES / InChI
Structure of DEXORMAPLATIN

SMILES

[Cl-].[Cl-].[Cl-].[Cl-].[Pt].N[C@@H]1CCCC[C@H]1N

InChI

InChIKey=QQDHPPCYXJYODE-RQDPQJJXSA-J
InChI=1S/C6H14N2.4ClH.Pt/c7-5-3-1-2-4-6(5)8;;;;;/h5-6H,1-4,7-8H2;4*1H;/p-4/t5-,6-;;;;;/m1...../s1

HIDE SMILES / InChI

Description
Curator's Comment: Description was created based on several sources, including http://www.medkoo.com/products/5702

Ormaplatin (NSC 363812, tetraplatin) is a stable platinum (IV) analog. Ormaplatin alkylates DNA, forming both inter- and intra-strand platinum-DNA crosslinks, which result in inhibition of DNA replication and transcription and cell-cycle nonspecific cytotoxicity. Ormaplatin showed marked antitumor activity both in vitro and vivo. The severe, cumulative and irreversible peripheral neurotoxicity observed in phase I studies resulted in termination of further clinical development of ormaplatin.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
0.78 mg/L
98 mg/m² single, intravenous
dose: 98 mg/m²
route of administration: Intravenous
experiment type: SINGLE
co-administered:
PLATINUM (IV) ION plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
0.576 mg/L
78 mg/m² single, intravenous
dose: 78 mg/m²
route of administration: Intravenous
experiment type: SINGLE
co-administered:
PLATINUM (IV) ION plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
0.995 mg/L
123 mg/m² single, intravenous
dose: 123 mg/m²
route of administration: Intravenous
experiment type: SINGLE
co-administered:
PLATINUM (IV) ION plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
4.37 mg × h/L
98 mg/m² single, intravenous
dose: 98 mg/m²
route of administration: Intravenous
experiment type: SINGLE
co-administered:
PLATINUM (IV) ION plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
6.62 mg × h/L
78 mg/m² single, intravenous
dose: 78 mg/m²
route of administration: Intravenous
experiment type: SINGLE
co-administered:
PLATINUM (IV) ION plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
8.05 mg × h/L
123 mg/m² single, intravenous
dose: 123 mg/m²
route of administration: Intravenous
experiment type: SINGLE
co-administered:
PLATINUM (IV) ION plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
11.9 min
98 mg/m² single, intravenous
dose: 98 mg/m²
route of administration: Intravenous
experiment type: SINGLE
co-administered:
PLATINUM (IV) ION plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
16.2 min
78 mg/m² single, intravenous
dose: 78 mg/m²
route of administration: Intravenous
experiment type: SINGLE
co-administered:
PLATINUM (IV) ION plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
10.5 min
123 mg/m² single, intravenous
dose: 123 mg/m²
route of administration: Intravenous
experiment type: SINGLE
co-administered:
PLATINUM (IV) ION plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
Funbound

Funbound

ValueDoseCo-administeredAnalytePopulation
30%
98 mg/m² single, intravenous
dose: 98 mg/m²
route of administration: Intravenous
experiment type: SINGLE
co-administered:
PLATINUM (IV) ION plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
30%
78 mg/m² single, intravenous
dose: 78 mg/m²
route of administration: Intravenous
experiment type: SINGLE
co-administered:
PLATINUM (IV) ION plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
30%
123 mg/m² single, intravenous
dose: 123 mg/m²
route of administration: Intravenous
experiment type: SINGLE
co-administered:
PLATINUM (IV) ION plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
Overview

Overview

CYP3A4CYP2C9CYP2D6hERG

OverviewOther

Other InhibitorOther SubstrateOther Inducer

Drug as victim

Drug as victim

TargetModalityActivityMetaboliteClinical evidence
yes
PubMed

PubMed

TitleDatePubMed
Differential cytotoxicity, uptake and DNA binding of tetraplatin and analogous isomers in sensitive and resistant cancer cell lines.
1993 Apr
Glutathione-mediated modulation of tetraplatin activity against sensitive and resistant tumor cells.
1994 Apr 29
DNA-binding properties of novel cis- and trans platinum-based anticancer agents in 2 human ovarian carcinoma cell lines.
1995 Sep 15

Sample Use Guides

A phase I trial of ormaplatin administered as a 1-h infusion every 4 weeks was performed. Forty-one patients received 101 cycles of drug over the dose range 4-128 mg/m2.
Route of Administration: Intravenous
In Vitro Use Guide
10 uM tetraplatin (ormaplatin) is cytotoxic for L1210 leukemia cells
Name Type Language
DEXORMAPLATIN
INN   USAN  
INN   USAN  
Official Name English
(+)-TRANS-TETRACHLORO(1,2-CYCLOHEXANEDIAMINE)PLATINUM
Common Name English
DEXORMAPLATIN [USAN]
Common Name English
U-78938
Code English
PLATINUM, TETRACHLORO(1,2-CYCLOHEXANEDIAMINE-N,N')-, (OC-6-22-(1R-TRANS))-
Common Name English
dexormaplatin [INN]
Common Name English
NSC-363812D
Code English
U-78,938
Code English
PLATINUM, TETRACHLORO((1R,2R)-1,2-CYCLOHEXANEDIAMINE-.KAPPA.N1,.KAPPA.N2)-, (OC-6-22)-
Common Name English
Code System Code Type Description
INN
6762
Created by admin on Fri Dec 15 15:30:08 GMT 2023 , Edited by admin on Fri Dec 15 15:30:08 GMT 2023
PRIMARY
EVMPD
SUB07040MIG
Created by admin on Fri Dec 15 15:30:08 GMT 2023 , Edited by admin on Fri Dec 15 15:30:08 GMT 2023
PRIMARY
CHEBI
85605
Created by admin on Fri Dec 15 15:30:08 GMT 2023 , Edited by admin on Fri Dec 15 15:30:08 GMT 2023
PRIMARY
PUBCHEM
155491093
Created by admin on Fri Dec 15 15:30:08 GMT 2023 , Edited by admin on Fri Dec 15 15:30:08 GMT 2023
PRIMARY
USAN
CC-60
Created by admin on Fri Dec 15 15:30:08 GMT 2023 , Edited by admin on Fri Dec 15 15:30:08 GMT 2023
PRIMARY
NCI_THESAURUS
C171865
Created by admin on Fri Dec 15 15:30:08 GMT 2023 , Edited by admin on Fri Dec 15 15:30:08 GMT 2023
PRIMARY
EPA CompTox
DTXSID90897224
Created by admin on Fri Dec 15 15:30:08 GMT 2023 , Edited by admin on Fri Dec 15 15:30:08 GMT 2023
PRIMARY
SMS_ID
100000083410
Created by admin on Fri Dec 15 15:30:08 GMT 2023 , Edited by admin on Fri Dec 15 15:30:08 GMT 2023
PRIMARY
FDA UNII
CU3ZOY5649
Created by admin on Fri Dec 15 15:30:08 GMT 2023 , Edited by admin on Fri Dec 15 15:30:08 GMT 2023
PRIMARY
CAS
96392-96-0
Created by admin on Fri Dec 15 15:30:08 GMT 2023 , Edited by admin on Fri Dec 15 15:30:08 GMT 2023
PRIMARY